I probably have 40K miles on those boots and that is the weak point...exactly where the injury is. I have walked all over Hell's half acre and never found the boots uncomfortable but then again I have worn boots most every day of my life. I love the ankle protection and shin protection but obviously the sole stiffness is not there to stop this type of injury. Boots were sized properly. With enough force anything can be accomplished. I don't believe the boots caused the injury...but I do believe there are better boots for the type of riding I was doing that day. I have a second pair of Adventure Rains and I will continue to use them because they are good boots for 85 to 90% of my riding situations. But the other 10 to 15% of the time will require a different boot, most likely a MX boot.